10,771

Oakland, MD Homes

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  • 55 Village Dr Unit 5, Oakland, MD 21550
    55 Village Dr Unit 5, Oakland, MD 21550
    55 Village Dr Unit 5, Oakland, MD 21550
    /45

    $585,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,280 Sq Ft

    55 Village Dr Unit 5, Oakland, MD 21550

    Tucked in the Yellowstone Village community at Deep Creek Lake, “Dan’s Mountain” is a charming log cabin retreat offering the perfect blend of mountain serenity and convenient access to the area’s top attractions. This 3-bedroom, 3-bathroom home comfortably accommodates guests spanning over 3 levels with a bonus enlcosed porch area. Warm wood interiors and a classic cabin feel welcome you inside,

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 358-4206

    55 Village Dr Unit 5, Oakland, MD 21550
  • 604 #4 E Oak St, Oakland, MD 21550
    604 #4 E Oak St, Oakland, MD 21550
    604 #4 E Oak St, Oakland, MD 21550
    /25

    $2,400 Per Month

    • 2 Beds
    • 1 Bath
    • 3,350 Sq Ft
    • House for Rent

    604 #4 E Oak St, Oakland, MD 21550

    Charming Two-Bedroom Furnish Apartment Ready for short term lease: RecentlyRenovated, Prime Location'Welcome to this beautifully renovated two-bedroom apartment, where modern design meets comfort. Located in a quiet neighborhood, this home is just a short walk from downtown Oakland, offering the perfect blend of convenience and peaceful living.Complete Renovation: Enjoy a fresh and

    Sharon Mokhtari Fairfax Realty of Tysons

    604 #4 E Oak St, Oakland, MD 21550
  • 1989 Lake Shore Dr, Oakland, MD 21550
    1989 Lake Shore Dr, Oakland, MD 21550
    1989 Lake Shore Dr, Oakland, MD 21550
    /76

    $1,400,000

    Sold Dec 04, 2025

    1989 Lake Shore Dr, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 3,008 Sq Ft
    • Built 1964

    Last Sold Summary

    • $465/SF
    • 18 Days On Market

    Current Estimated Value $1,418,107

    Last Listing Agent Justin Liller Railey Realty, Inc.

    1989 Lake Shore Dr, Oakland, MD 21550
    • 19956 Garrett Hwy Unit 2, Oakland, MD 21550
      19956 Garrett Hwy Unit 2, Oakland, MD 21550
      19956 Garrett Hwy Unit 2, Oakland, MD 21550
      /57

      Est $1,158,693

      Not Listed For Sale

      19956 Garrett Hwy Unit 2, Oakland, MD 21550

      • 4 Beds
      • 4 Baths
      • 3,012 Sq Ft
      • Built 2007
      19956 Garrett Hwy Unit 2, Oakland, MD 21550

      Last Sold Summary

      • 5 Days On Market

  • 660 Glendale Rd, Oakland, MD 21550
    660 Glendale Rd, Oakland, MD 21550
    660 Glendale Rd, Oakland, MD 21550
    /62

    $1,100,000

    $200K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,592 Sq Ft

    660 Glendale Rd, Oakland, MD 21550

    Welcome to 660 Glendale Road — a luxury, mountain-chalet log home in the heart of Deep Creek Lake. This well appointed 5-bedroom, 3-bath home offers nearly 2,600 square feet of thoughtfully upgraded living space designed for lake life at its best. Enjoy lake views with western exposure on the expansive wraparound decks on main and lower levels. Many recent upgrades including roof, decks, covered

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 647-5278

    660 Glendale Rd, Oakland, MD 21550
  • 400 E Alder St Unit 3, Oakland, MD 21550
    400 E Alder St Unit 3, Oakland, MD 21550
    400 E Alder St Unit 3, Oakland, MD 21550
    /29

    $1,550 Per Month

    • 3 Beds
    • 1 Bath
    • 2,312 Sq Ft
    • Condo for Rent

    400 E Alder St Unit 3, Oakland, MD 21550

    Newly renovated second floor apartment with 3 bedrooms freshly painted, with new floors and a fully renovated bathroom. The apartment boasts high ceilings and charming original fixtures. Located in the heart of downtown its within walking distance of shops and restaurants!

    Sharon Mokhtari Fairfax Realty of Tysons

    400 E Alder St Unit 3, Oakland, MD 21550
  • 11 Sunset Dr, Oakland, MD 21550
    11 Sunset Dr, Oakland, MD 21550
    11 Sunset Dr, Oakland, MD 21550
    /42

    $270,000

    Sold Nov 21, 2025

    11 Sunset Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2000

    Last Sold Summary

    • $193/SF
    • 29 Days On Market

    Current Estimated Value $266,608

    Last Listing Agent Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    11 Sunset Dr, Oakland, MD 21550
    • 0 Hubbard Rd, Oakland, MD 21550
      0 Hubbard Rd, Oakland, MD 21550
      0 Hubbard Rd, Oakland, MD 21550
      /37

      Not Listed For Sale

      0 Hubbard Rd, Oakland, MD 21550

      0 Hubbard Rd, Oakland, MD 21550

      Last Sold Summary

      • 43 Days On Market

  • 211 High Point Ridge Rd, Oakland, MD 21550
    211 High Point Ridge Rd, Oakland, MD 21550
    211 High Point Ridge Rd, Oakland, MD 21550
    /99

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,472 Sq Ft

    211 High Point Ridge Rd, Oakland, MD 21550

    Once in a lifetime opportunity to own one of Maryland’s most distinctive homes. Built in 2019, this fully custom modern home is located on the highest elevation building lot in the state of Maryland, making it the highest elevation home in the state at over 3300 feet above sea level. Designed to take full advantage of the setting, the property offers incredible panoramic views stretching across

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 443-3345

    211 High Point Ridge Rd, Oakland, MD 21550
  • 604 E Oak St, Oakland, MD 21550
    604 E Oak St, Oakland, MD 21550
    604 E Oak St, Oakland, MD 21550
    /20

    $1,990 Per Month

    • 3 Beds
    • 1 Bath
    • 3,350 Sq Ft
    • House for Rent

    604 E Oak St, Oakland, MD 21550

    Charming Three-Bedroom Apartment Recently Renovated, Prime Location'Welcome to this beautifully renovated three-bedroom apartment, where modern design meets comfort. Located in a quiet neighborhood, this home is just a short walk from downtown Oakland, offering the perfect blend of convenience and peaceful living.Complete Renovation: Enjoy a fresh and stylish space with all-new finishes,

    Sharon Mokhtari Fairfax Realty of Tysons

    604 E Oak St, Oakland, MD 21550
  • 3472 Lake Shore Dr, Oakland, MD 21550
    3472 Lake Shore Dr, Oakland, MD 21550
    3472 Lake Shore Dr, Oakland, MD 21550
    /76

    $775,000

    Sold Aug 25, 2025

    3472 Lake Shore Dr, Oakland, MD 21550

    • 5 Beds
    • 5.5 Baths
    • 2,904 Sq Ft
    • Built 2007

    Last Sold Summary

    • $267/SF
    • 112 Days On Market

    Current Estimated Value $793,210

    Last Listing Agent Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    3472 Lake Shore Dr, Oakland, MD 21550
    • 464 Lake Forest Dr, Oakland, MD 21550
      464 Lake Forest Dr, Oakland, MD 21550
      464 Lake Forest Dr, Oakland, MD 21550
      /26

      Est $1,281,514

      Not Listed For Sale

      464 Lake Forest Dr, Oakland, MD 21550

      • 4 Beds
      • 3.5 Baths
      • 2,496 Sq Ft
      • Built 1997
      464 Lake Forest Dr, Oakland, MD 21550

      Last Sold Summary

      • 277 Days On Market

  • 0 3 15 Acres Woodlands Hill Dr Unit MDGA2012042, Oakland, MD 21550
    0 3 15 Acres Woodlands Hill Dr Unit MDGA2012042, Oakland, MD 21550
    /2

    $200,000

    • Land
    • 3.15 Acres
    • $63,492 per Acre

    0 3 15 Acres Woodlands Hill Dr Unit MDGA2012042, Oakland, MD 21550

    3.15 unrestricted acres in the heart of Deep Creek Lake area, only 1/4 mile away from the lake. Ready to build your dream home with seclusion and privacy, close to area parks and amenities. No HOA.

    Agent Photo

    Brian Homberg

    Taylor-Made Deep Creek Real Estate, LLC

    (240) 226-3852

    0 3 15 Acres Woodlands Hill Dr Unit MDGA2012042, Oakland, MD 21550
  • 723 E Oak St, Oakland, MD 21550
    723 E Oak St, Oakland, MD 21550
    723 E Oak St, Oakland, MD 21550
    /43

    $132,000

    Sold Aug 13, 2025

    723 E Oak St, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft
    • Built 1966

    Last Sold Summary

    • $134/SF
    • 2 Days On Market

    Current Estimated Value $157,420

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    723 E Oak St, Oakland, MD 21550
    • 13903 Garrett Hwy, Oakland, MD 21550
      13903 Garrett Hwy, Oakland, MD 21550
      13903 Garrett Hwy, Oakland, MD 21550
      /62

      Not Listed For Sale

      13903 Garrett Hwy, Oakland, MD 21550

      • 1 Bed
      • 3 Baths
      • 1,536 Sq Ft
      • Built 1977
      13903 Garrett Hwy, Oakland, MD 21550

      Last Sold Summary

      • 15 Days On Market

  • 20160 Garrett Hwy Unit H706, Oakland, MD 21550
    20160 Garrett Hwy Unit H706, Oakland, MD 21550
    20160 Garrett Hwy Unit H706, Oakland, MD 21550
    /27

    $309,000

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    20160 Garrett Hwy Unit H706, Oakland, MD 21550

    Welcome to Will O' the Wisp Unit H706, a beautiful top-floor lakefront condo offering some of the most breathtaking views of Deep Creek Lake. Perched on the 7th floor and overlooking one of the lake's widest sections, this fully furnished two-level condo features 1 bedroom, 1 bath, and 550 square feet of comfortable, low-maintenance living - ideal as a vacation retreat, year-round getaway, or

    Agent Photo

    James Matthews

    Taylor-Made Deep Creek Real Estate, LLC

    (240) 266-9392

    20160 Garrett Hwy Unit H706, Oakland, MD 21550
  • Lot 15 Little Mountain Rd, Oakland, MD 21550
    Lot 15 Little Mountain Rd, Oakland, MD 21550
    Lot 15 Little Mountain Rd, Oakland, MD 21550
    /9

    $23,000

    Sold Nov 03, 2025

    Lot 15 Little Mountain Rd, Oakland, MD 21550

    • Land
    • 2.71 Acres
    • $8,487 per Acre

    Last Sold Summary

    • 34% Below List Price
    • 132 Days On Market

    Last Listing Agent ADAM MURRAY BERKSHIRE HATHAWAY HOMESERVICES TOUCHDOWN HOME PROS REALTY

    Lot 15 Little Mountain Rd, Oakland, MD 21550
    • 116 Wanderer Ln Unit F5, Oakland, MD 21550
      116 Wanderer Ln Unit F5, Oakland, MD 21550
      116 Wanderer Ln Unit F5, Oakland, MD 21550
      /97

      Est $713,554

      Not Listed For Sale

      116 Wanderer Ln Unit F5, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1975
      116 Wanderer Ln Unit F5, Oakland, MD 21550

      Last Sold Summary

      • 6 Days On Market

  • Lot 2 Cedar Ln, Oakland, MD 21550
    Lot 2 Cedar Ln, Oakland, MD 21550
    Lot 2 Cedar Ln, Oakland, MD 21550
    /16

    $35,000

    $15K PRICE DROP
    • Land
    • 26,136 Sq Ft
    • $58,333 per Acre

    Lot 2 Cedar Ln, Oakland, MD 21550

    Cleared, perc approved and ready to build! Lot 2 Cedar Lane sits on a 0.6 acre level lot at the beginning of Cedar Lane which sits close to the community center, tennis courts, pavilion and only a short ride to Muddy Creek and the access to Youghiogheny River! Youghiogheny Mountain Resort offers over 50 miles of trails for riding ATV’s, side by sides, fishing at Muddy Creek and much more! The

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 594-8377

    Lot 2 Cedar Ln, Oakland, MD 21550
  • 1589 Lake Shore Dr, Oakland, MD 21550
    1589 Lake Shore Dr, Oakland, MD 21550
    1589 Lake Shore Dr, Oakland, MD 21550
    /62

    $1,399,000

    Sold Sep 05, 2025

    1589 Lake Shore Dr, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 1,872 Sq Ft
    • Built 2020

    Last Sold Summary

    • $747/SF
    • 3 Days On Market

    Current Estimated Value $1,417,582

    Last Listing Agent Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    1589 Lake Shore Dr, Oakland, MD 21550
    • 565 Glendale Rd Unit 123-A, Oakland, MD 21550
      565 Glendale Rd Unit 123-A, Oakland, MD 21550
      565 Glendale Rd Unit 123-A, Oakland, MD 21550
      /30

      Not Listed For Sale

      565 Glendale Rd Unit 123-A, Oakland, MD 21550

      • 1 Bed
      • 1 Bath
      • 382 Sq Ft
      • Built 2006
      565 Glendale Rd Unit 123-A, Oakland, MD 21550

      Last Sold Summary

      • 4 Days On Market

  • 0 5 Acres Lake Shore Dr, Oakland, MD 21550
    0 5 Acres Lake Shore Dr, Oakland, MD 21550
    /2

    $250,000

    • Land
    • 5 Acres
    • $50,000 per Acre

    0 5 Acres Lake Shore Dr, Oakland, MD 21550

    5.0 unrestricted acres in the heart of Deep Creek Lake area, only 1/4 mile away from the lake. Ready to build your dream home with seclusion and privacy, close to area parks and amenities.

    Agent Photo

    Brian Homberg

    Taylor-Made Deep Creek Real Estate, LLC

    (240) 802-8705

    0 5 Acres Lake Shore Dr, Oakland, MD 21550
  • 17 Driftwood Ln, Oakland, MD 21550
    17 Driftwood Ln, Oakland, MD 21550
    17 Driftwood Ln, Oakland, MD 21550
    /73

    $305,000

    Sold Nov 06, 2025

    17 Driftwood Ln, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 2,092 Sq Ft
    • Built 1978

    Last Sold Summary

    • $146/SF
    • 113 Days On Market

    Current Estimated Value $276,946

    Last Listing Agent Larry Smith Railey Realty, Inc.

    17 Driftwood Ln, Oakland, MD 21550
    • 7 Cherrywood Dr, Oakland, MD 21550
      7 Cherrywood Dr, Oakland, MD 21550
      7 Cherrywood Dr, Oakland, MD 21550
      /3

      Not Listed For Sale

      7 Cherrywood Dr, Oakland, MD 21550

      7 Cherrywood Dr, Oakland, MD 21550

      Last Sold Summary

      • 645 Days On Market

  • Lot 13 Dogwood Dr, Oakland, MD 21550
    Lot 13 Dogwood Dr, Oakland, MD 21550
    Lot 13 Dogwood Dr, Oakland, MD 21550
    /21

    $22,500

    • Land
    • 25,264 Sq Ft
    • $38,793 per Acre

    Lot 13 Dogwood Dr, Oakland, MD 21550

    Discover the perfect blend of privacy and potential with these two adjoining lots located in the Youghiogheny Mountain Resort community. Lot 13 Dogwood Drive offers 0.58 wooded acres of mountain serenity. Lot 13 is approved for a sand mound septic system, making it an ideal site for your future mountain cabin or getaway retreat. The community offers gated access, over 50 miles of community roads

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 875-5545

    Lot 13 Dogwood Dr, Oakland, MD 21550
  • 627 Hamill St, Oakland, MD 21550
    627 Hamill St, Oakland, MD 21550
    627 Hamill St, Oakland, MD 21550
    /47

    $180,000

    Sold Nov 24, 2025

    627 Hamill St, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,322 Sq Ft
    • Built 1886

    Last Sold Summary

    • $136/SF
    • 2 Days On Market

    Current Estimated Value $175,526

    Last Listing Agent Rich Orr Railey Realty, Inc.

    627 Hamill St, Oakland, MD 21550
    • 409 San Francisco St, Oakland, MD 21550
      409 San Francisco St, Oakland, MD 21550
      409 San Francisco St, Oakland, MD 21550
      /21

      Est $103,631

      Not Listed For Sale

      409 San Francisco St, Oakland, MD 21550

      409 San Francisco St, Oakland, MD 21550

      Last Sold Summary

      • 84 Days On Market

  • 122 Woodlands Hill Ln, Oakland, MD 21550
    122 Woodlands Hill Ln, Oakland, MD 21550
    122 Woodlands Hill Ln, Oakland, MD 21550
    /54

    $1,200,000

    • 4 Beds
    • 4.5 Baths
    • 2,656 Sq Ft

    122 Woodlands Hill Ln, Oakland, MD 21550

    Welcome to mountain living at its finest. Nestled on 6.89 private acres, 122 Woodlands Hill Lane offers the perfect blend of seclusion, space, and comfort in one of Garrett County’s most desirable settings. This impressive 4-bedroom, 4.5-bath home features approximately 4,000 square feet of living space designed for gathering, relaxing, and enjoying the beauty of Western Maryland. The home sits

    Agent Photo

    Brian Homberg

    Taylor-Made Deep Creek Real Estate, LLC

    (240) 290-8978

    122 Woodlands Hill Ln, Oakland, MD 21550
  • Lot 5A Valley Rd, Oakland, MD 21550
    Lot 5A Valley Rd, Oakland, MD 21550
    Lot 5A Valley Rd, Oakland, MD 21550
    /14

    $17,000

    Sold Dec 18, 2025

    Lot 5A Valley Rd, Oakland, MD 21550

    • Land
    • 2.45 Acres
    • $6,939 per Acre

    Last Sold Summary

    • 1,047 Days On Market

    Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

    Lot 5A Valley Rd, Oakland, MD 21550
    • 36 Lehman Ln, Oakland, MD 21550
      36 Lehman Ln, Oakland, MD 21550
      36 Lehman Ln, Oakland, MD 21550
      /16

      Not Listed For Sale

      36 Lehman Ln, Oakland, MD 21550

      36 Lehman Ln, Oakland, MD 21550

      Last Sold Summary

      • 10 Days On Market

  • Lot 20 Paradise Ridge Rd, Oakland, MD 21550
    Lot 20 Paradise Ridge Rd, Oakland, MD 21550
    Lot 20 Paradise Ridge Rd, Oakland, MD 21550
    /31

    $124,000

    $6K PRICE DROP
    • Land
    • 2.1 Acres
    • $59,048 per Acre

    Lot 20 Paradise Ridge Rd, Oakland, MD 21550

    Discover the perfect setting for your mountain retreat in the Paradise Ridge community at Deep Creek Lake. This beautiful 2.10 acre wooded lot is tucked away on a quiet cul-de-sac, offering privacy, natural surroundings, and a peaceful atmosphere. The property has already been approved for a conventional septic system, making it an ideal choice for building your dream home or vacation getaway.

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 526-7577

    Lot 20 Paradise Ridge Rd, Oakland, MD 21550
  • 29 Sloan Tract Rd, Oakland, MD 21550
    29 Sloan Tract Rd, Oakland, MD 21550
    29 Sloan Tract Rd, Oakland, MD 21550
    /32

    $260,000

    Sold Jul 21, 2025

    29 Sloan Tract Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1983

    Last Sold Summary

    • $271/SF
    • 98 Days On Market

    Current Estimated Value $282,333

    Last Listing Agent Thomas Long Railey Realty, Inc.

    29 Sloan Tract Rd, Oakland, MD 21550
    • 20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      /48

      Not Listed For Sale

      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1972
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550

      Last Sold Summary

      • 9 Days On Market

  • 127 S Oakhall Dr, Oakland, MD 21550
    127 S Oakhall Dr, Oakland, MD 21550
    127 S Oakhall Dr, Oakland, MD 21550
    /57

    $275,000

    $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,913 Sq Ft

    127 S Oakhall Dr, Oakland, MD 21550

    Welcome to this well maintained 4-bed, 2-bath ranch home on a generous corner lot in Oakland, MD. Inviting curb appeal with stone exterior and mature landscaping sets the tone. Step inside to a bright and spacious main level featuring gleaming hardwood floors, a large eat-in kitchen with ample cabinetry, and an open living area perfect for gatherings. Enjoy three main-level bedrooms and a full

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 792-8710

    127 S Oakhall Dr, Oakland, MD 21550
  • 366 Glendale Rd, Oakland, MD 21550
    366 Glendale Rd, Oakland, MD 21550
    366 Glendale Rd, Oakland, MD 21550
    /29

    $369,900

    Sold Oct 17, 2025

    366 Glendale Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Built 1997

    Last Sold Summary

    • $266/SF
    • 152 Days On Market

    Current Estimated Value $367,864

    Last Listing Agent Adam Belasco Keller Williams Capital Properties

    366 Glendale Rd, Oakland, MD 21550
    • 305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      /64

      Est $606,086

      Not Listed For Sale

      305 Winding Trail Ln Unit 12A, Oakland, MD 21550

      • 5 Beds
      • 4.5 Baths
      • 3,300 Sq Ft
      • Built 2009
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550

      Last Sold Summary

      • 529 Days On Market

  • Lot 24 Eastview Ct, Oakland, MD 21550
    Lot 24 Eastview Ct, Oakland, MD 21550
    Lot 24 Eastview Ct, Oakland, MD 21550
    /21

    $49,000

    • Land
    • 1.01 Acres
    • $48,515 per Acre

    Lot 24 Eastview Ct, Oakland, MD 21550

    The perfect setting for your Deep Creek Lake getaway! Lot 24 Eastview Place is a 1.01-acre homesite in the Overlook community, offering water access to Deep Creek Lake. Situated on a quiet cul-de-sac, this cleared lot is ready for your dream home with approval already in place for a 3-bedroom septic system. Enjoy the ideal blend of privacy and convenience, just minutes from local dining,

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 730-4641

    Lot 24 Eastview Ct, Oakland, MD 21550
  • 0 Upperman Rd Unit MDGA2010944, Oakland, MD 21550
    0 Upperman Rd Unit MDGA2010944, Oakland, MD 21550
    0 Upperman Rd Unit MDGA2010944, Oakland, MD 21550
    /4

    $250,000

    Sold Feb 05, 2026

    0 Upperman Rd Unit MDGA2010944, Oakland, MD 21550

    • Land
    • 45.7 Acres
    • $5,470 per Acre

    Last Sold Summary

    • 23% Below List Price
    • 0 Days On Market

    Last Listing Agent Russell Bounds Railey Realty, Inc.

    0 Upperman Rd Unit MDGA2010944, Oakland, MD 21550
    • 77 Racoon Dr, Oakland, MD 21550
      77 Racoon Dr, Oakland, MD 21550
      77 Racoon Dr, Oakland, MD 21550
      /24

      Est $168,646

      Not Listed For Sale

      77 Racoon Dr, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1976
      77 Racoon Dr, Oakland, MD 21550

      Last Sold Summary

      • 32 Days On Market

  • Lot 9 Woodlands Hill Ln, Oakland, MD 21550
    Lot 9 Woodlands Hill Ln, Oakland, MD 21550
    Lot 9 Woodlands Hill Ln, Oakland, MD 21550
    /13

    $95,000

    • Land
    • 2.08 Acres
    • $45,673 per Acre

    Lot 9 Woodlands Hill Ln, Oakland, MD 21550

    2.08 acre corner building lot in The View community at Deep Creek Lake! The lot is approved for up to a 6 bedroom septic system - a rare find which offers added flexibility for your future mountain or lake area home. Mostly wooded setting with convenient access off Lakeshore Drive and close proximity to Deep Creek Lake, Wisp Resort, restaurants, shopping, and local attractions. Lot 10 is also

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 262-4384

    Lot 9 Woodlands Hill Ln, Oakland, MD 21550

Showing Results 1 - 40, Page 1 of 18

Maryland Garrett County Oakland

Real Estate & Homes

Home Prices in Oakland, MD

The median home sale price in Oakland, MD is $420,000, up 4% year-over-year. Homes in Oakland sell in 96 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$405,000
Median Townhouse Sale Price
$447,500
Median 2 Bedroom Sale Price
$275,500
Median 1 Bedroom Sale Price
$227,400
Average Price Per Sq Ft
$276
Number of Homes for Sale
58
Last 12 months Home Sales
141
Months of Supply
4.90
Median List Price
$419,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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